50 Best Amazon Comfy Shoes Cyber Monday Deals

While you’re clicking “book” on next year’s travels with Black Friday, Cyber Monday, and Travel Tuesday deals, make sure you’re equipped with comfortable shoes to outfit your trip. Because trust me, there’s nothing worse than getting a blister on day one of a two-week vacation you’ve saved all year for.

Whether you’re flying to a new city to dine, wander, and explore or taking an outdoor trip into mountainous terrain, you’ll need walking shoes — and even a pair of comfortable dress shoes for nights out — to take you there. With discounts over 50 percent off, these Cyber Monday deals won’t last long. We found Cyber Monday sales on some of our favorite shoe brands, including Adidas, New Balance, Clarks, and more, with prices as low as $17. Grab them in your size before they’re gone.

Best Amazon Cyber Monday Shoe Deals Overall

Best Amazon Cyber Monday Boot Deals

Boots are an essential item to pack for cold-weather travel. Some of these comfortable women’s boots on sale have fur lining and waterproof capabilities, like these Carhartt boots (which are marked down by 30 percent), so your feet will stay dry even in cold, wet, freezing weather. On a budget? Check out the Steve Madden ankle boots on sale for $55 or the Dream Pairs non-slip snow boot for $37.

• Carhartt Women’s Wedge Waterproof Boot, $114 (originally $170)
• Nisolo Eva Everyday Chelsea Boots, $137 (originally $228)
• Dr. Martens Women’s Combs, $56 (originally $110)
• Lucky Brand Women’s Basel Ankle Bootie, $59 (originally $129)
• Steve Madden Women’s Howler Ankle Boot, from $55 (originally $94)
• Soda Lug Sole Combat Ankle Bootie, $27 (originally $50)
• Amazon Essentials Women’s Chunky Chelsea Boot, $18 (originally $43)
• Columbia Women’s Ice Maiden II Snow Boot $56 (originally $100)
• Dream Pairs Anti-slip Comfort Boot, $37 (originally $49)
• Clarks Women’s Breeze Fur Ankle Boot, $50 (originally $95)
• Timberland Men’s Britton Road Moc Toe Boot, $102 (originally $170)
• Keen Anchorage Waterproof Hiking Boot, $111 (originally $160)
• Clarks Shacre Ankle Boot, $58 (originally $110)
• Merrell Wildwood Leather Waterproof Hiking Boot, $56 (originally $100)

Nisolo Eva Everyday Chelsea Boots

These Nisolo shoes are chic and elegant yet durable and water-resistant. Pack these for your next shoulder season trip to Paris. They’re also sustainably produced and on rare sale for 40 percent off.

Timberland Men’s Britton Road Moc Toe Boot

These stylish leather Timberland boots are also 40 percent off. A memory foam footbed makes these a great choice for travelers who put in a lot of steps.

Best Amazon Cyber Monday Walking Shoe Deals

Allbirds, Adidas, and Puma have all dropped prices on their comfortable walking shoes and sneakers. These gold-embellished Guess shoes are over half off. The Allbirds store has marked down almost its entire inventory by 30 percent, including bestsellers like these slip-on loungers and knit ballet flats. Puma’s simple white sneakers boast a comfy foam insole, leather upper, and an effortless, timeless appeal. Get them while they’re 25 percent off.

• Allbirds Women’s Tree Loungers, $70 (originally $100)
• Allbirds Women’s Tree Dasher, $95 (originally $135)
• Guess Women’s Loven Sneaker, $30 (originally $62)
• Adidas Women’s Grand Court Tennis Shoe, $55 (originally $70)
• Puma Women’s Carina Sneaker, $43 (originally $70)
• Hey Dude Women’s Chambray Comfortable Lightweight Sneaker, $39 (originally $65)
• Bruno Marc Women’s Slip-on Loafers, $23 (originally $40)
• Hash Bubbie Women’s Canvas Sneakers, $23 (originally $40)
• VenusCelia Women’s Natural Comfort Walking Shoe, $19 (originally $40)
• Frank Mully Comfortable Walking Driving Shoes, $35 (originally $50)
• Skechers Men’s Moreno Canvas Oxford, $43 (originally $70)
• Cole Haan Crosscourt Sneaker, $53 (originally $128)

VenusCelia Women’s Natural Comfort Walking Shoe

These comfy boat shoes would be perfect to pack on a cruise. These real leather slip-ons are currently just $19.

Cole Haan Crosscourt Sneaker

This versatile sneaker can be styled up or down. Its hybrid dress shoe quality makes it a great choice for carry-on-only travelers who don’t have the luggage space for multiple pairs of shoes. Grab them in classic British tan for up to 55 percent off.

Best Amazon Cyber Monday Flats and Loafers Deals

Whether you’re traveling on a work trip or not, you may need to pack a pair of dress shoes for an evening out. Make sure they’re as comfortable as these Rothy’s loafers now 30 percent off. I’ll be grabbing these designer Stuart Weitzman Penny Loafers while they’re 58 percent off.

• Stuart Weitzman Women’s Blake Penny Loafer, $190 (originally $450)
• Clarks Women’s Sharon Gracie Leather, $40 (originally $95)
• Clarks Women’s Juliet Loafer Leather, $42 (originally $85)
• Tingrise Women’s Pointed Ballet Comfortable Shoes, $28 (originally $33)
• Rothy’s The Loafer, $118 (originally $170)
• Allbirds Women’s Tree Breezers, $70 (originally $100)
• Artisure Women’s Classic Comfort Leather Penny Loafers, $33 (originally $70)
• Clarks Men’s Tilden Cap Oxford Leather, $46 (originally $90)
• Dream Pairs Women’s Revona Low Wedge Ankle Strap Flats, $21 (originally $51)
• Cushionaire Women’s Squared Ballet, $38 (originally $70)
• Bruno Marc Men’s Dress Oxfords Shoes, $36 (originally $46)
• Dream Pairs Foldable Bowknot Flats, $22 (originally $27)
• Semwiss Women’s Comfortable Pointed Flats, $21 (originally $36)
• Rockport Men’s Classic Penny Loafer, $53 (originally $115)
• Journey West Vintage Style Belgian Loafers, $33 (originally $100)
• Polo Ralph Lauren Anders Penny Loafer, $87 (originally $168)

Artisure Women’s Classic Comfort Leather Penny Loafers

These slip-on loafers remind me of the kind seen in Italy. You can get them right now in 23 different colors, with select hues like this versatile beige, ringing up as low as $33.

Journey West Vintage Style Belgian Loafers

Whether you’re headed to a destination wedding in Europe or just an upscale night out after work, these Belgian loafers are elegant and polished and can effortlessly elevate a simple outfit of slacks and button-up shirt to something much more posh. At up to 65 percent off, they’re a shocking find.

Best Amazon Cyber Monday Sneaker and Running Shoe Deals

Whether you’re exploring a bustling city or catching a flight, a reliable pair of sneakers can make all the difference in how you feel. The always-in-fashion Adidas Women’s Court Sneaker is simple and classic — and available for 20 percent off. If you’re looking for fun new colors and shades for your shoes, choose from the New Balance Women’s Sneaker’s 44 different styles available. The ‘80s Reebok Princess Walking Sneaker feels vintage, and in white, it goes with everything. Grab it while it is 36 percent off.

• Adidas Women’s Court Sneaker, $60 (originally $75)
• New Balance Women’s Sneaker, $65 (originally $75)
• New Balance Women’s DynaSoft Nergize Sport V2 Cross Trainer, $52 (originally $70)
• Reebok Women’s Princess Walking Sneaker, $34 (originally $55)
• Reebok Women’s Classic Nylon Sneaker, $45 (originally $75)
• Reebok Unisex Glide Sneaker, $33 (originally $42)
• Skechers Women’s Summits Sneaker, $33 (originally $60)
• Adidas Racer Adapt Sneaker, $39 (originally $70)
• New Balance Men’s Fresh Foam 510 V6 Trail Running Shoe, $49 (originally $60)
• Tommy Hilfiger Lamiss White Sneaker, $28 (originally $60)
• Adidas Men’s Falcon Sneaker, $35 (originally $65)
• Reebok Unisex Classic Leather Sneaker, $40 (originally $80)
• Under Armour Respect Sneaker, $70 (originally $100)
• Adidas Samba Classic Shoes, $55 (originally $90)

New Balance Women’s DynaSoft Nergize Sport V2 Cross Trainer

The New Balance Dynasoft Nergize Sneaker can be both a comfy walking shoe and an athletic running shoe for sessions in the hotel gym. With its lightweight design, cushioned Dynasoft midsole, and breathable mesh upper, this sneaker offers all-day support, making it ideal for exploring new cities or long walks to your next terminal. The slip-on style makes these easy airport shoes. Several styles are on sale now for 31 percent off.

Adidas Samba Classic Shoes

The classic soccer shoe is on rare sale in its most versatile colors (black and white) for up to 40 percent off. As the number one bestseller at Amazon in men’s soccer shoes, they’re bound to sell out fast.

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